


4490 MONADO Drive
Kissimmee, FL
Courtesy of TOP TIER RESORT REALTY
Where a short-term rental and a family home can both make sense. Highway 192 runs the rental communities near the parks, and downtown holds the older lakefront blocks. I live and work this market, so I know which streets hold value.
2,967 homes
Where a short-term rental and a family home can both make sense. Highway 192 runs the rental communities near the parks, and downtown holds the older lakefront blocks. I live and work this market, so I know which streets hold value.
Kissimmee sits on the south side of Orlando, wrapped around the theme-park corridor and stretched along US-192. New builds, resale subdivisions, and short-term rental zones all live here, and each one runs on its own rules.
Es un mercado activo, todos los días. I read the zoning, the HOA, and the short-term rental maps with you before you fall for a floor plan. First-time buyer, vacation home, or rental investor: same broker, same process, in English or Spanish.
The count on this page is live from the MLS and changes through the day, so the number above the grid is the current one. To narrow it, filter by price and bedrooms, or call or text me at 414.712.6275 and tell me what you need in Kissimmee. I will send you a shorter, better list than any filter produces.
I hear about homes before they reach the feed, from agents I close with every month. Send me your budget and must-haves and I will go find it, in English or Spanish.
2986 SIESTA VIEW Drive
Kissimmee, FL
Courtesy of MARK SPAIN REAL ESTATE
7533 BROOKLYN Drive
Kissimmee, FL
Courtesy of PREMIER SOTHEBYS INT'L REALTY
409 FOUNTAINHEAD Circle #234
Kissimmee, FL
Courtesy of CFRP REALTY LLC
Courtesy of HOMES UNLIMITED REAL ESTATE CORP
8854 CANDY PALM Road
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
1707 GOLFVIEW Drive
Kissimmee, FL
Courtesy of ROMAN'S PRO REALTY LLC
7721 SOMERSWORTH Drive
Kissimmee, FL
Courtesy of KELLER WILLIAMS ADVANTAGE III
1565 ANGLER AVE
Kissimmee, FL
Courtesy of ORCHARD BROKERAGE, LLC
7600 CABANA Court #304
Kissimmee, FL
Courtesy of SOGO REAL ESTATE SERVICES LLC
5162 WORCHESTER Drive
Kissimmee, FL
Courtesy of LENNAR REALTY
2016 FLORA PASS Place
Kissimmee, FL
Courtesy of KELLER WILLIAMS CLASSIC
158 MAGIC LANDINGS Boulevard
Kissimmee, FL
Courtesy of YOUR HOME SOLD GUARANTEED REALTY
8990 CUBAN PALM Road
Kissimmee, FL
Courtesy of ORLANDO BROTHERS REAL ESTATE LLC
4304 DESERT ROSE Avenue
Kissimmee, FL
Courtesy of HJ BEST PROPERTIES LLC
7581 BROOKLYN Drive
Kissimmee, FL
Courtesy of KARDOSH REALTY
1920 COMMANDER Way
Kissimmee, FL
Courtesy of WRA BUSINESS & REAL ESTATE
Kissimmee, FL
Courtesy of WEICHERT REALTORS HALLMARK PRO
1865 BLISSFUL Drive
Kissimmee, FL
Courtesy of VP REALTY
4647 EAGLE PEAK Drive
Kissimmee, FL
Courtesy of MILA REALTY
2853 BOATING Boulevard
Kissimmee, FL
Courtesy of MCKINNEY REALTY CO
Courtesy of TOWER TEAM REALTY, LLC
2614 MC DANIEL Drive
Kissimmee, FL
Courtesy of MARZUCCO REAL ESTATE
2548 HASSONITE Street
Kissimmee, FL
Courtesy of HOME SOLD REALTY LLC
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.